DEAR HARRIETTE: My younger sister is getting married to a man with a significant number of financial issues, and I’m really worried about her future. He has $300,000 in combined credit card debt and student loans, and to make matters worse, he’s earning only $40,000 a year. Meanwhile, my sister is much more successful; she has no debt and a stable career and earns a sixfigure salary. She’s worked hard to get where she is, and I’m proud of her, but I can’t help feeling like she’s stepping into a financial disaster by marrying this man. I fear that once they’re married, he’s going to rely on her not only to cover their bills, but also to pay off his debt. I know marriage is about partnership, and everyone comes with their own baggage, but this feels different. It seems like he’s bringing an overwhelming financial burden to the relationship, and I don’t think my sister fully understands the long-term implications of this. I’ve tried hinting at my concerns, but she brushes me off and says she loves him and they’ll figure it out. I don’t want to overstep or come across as judgmental, but I’m genuinely scared for her financial stability and independence. Should I say something more directly, or is it better to let her learn the hard way? – On the Plank